Isobutyl angelate

Base Information

• Chemical Name: Isobutyl angelate
• CAS No.: 7779-81-9
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 2916190090
• European Community (EC) Number: 231-941-7
• UNII: 7OR98SJS39
• DSSTox Substance ID: DTXSID40884422
• Nikkaji Number: J68.564J
• Wikidata: Q27268651
• Metabolomics Workbench ID: 47847
• Mol file: 7779-81-9.mol

Synonyms:Isobutyl angelate;7779-81-9;Angelic Acid Isobutyl Ester;ISOBUTYLANGELATE;2-Methylpropyl angelate;2-methylpropyl (Z)-2-methylbut-2-enoate;iso-Butyl tiglate;Angelic acid, isobutyl ester;FEMA No. 2180;Isobutyl cis-2-methyl-2-butenoate;2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (2Z)-;UNII-7OR98SJS39;Isobutyl 2-methylisocrotonate;2-Butenoic acid, 2-methyl-, 2-methylpropyl ester, (Z)-;7OR98SJS39;2-Methylpropyl 2-methyl-2-butenoate, (Z)-;Crotonic acid, 2-methyl-, isobutyl ester, (Z)-;Isobutyl 2-methylcrotonoate, (Z)-;EINECS 231-941-7;2-methylpropyl (2Z)-2-methylbut-2-enoate;isobutyl 2 - methylisocrotonate;(Z)-isobutyl 2-methylbut-2-enoate;SCHEMBL873046;Isobutyl 2-methyl-2-butenoate;ISOBUTYL ANGELATE [FHFI];ISOBUTYL ANGELATE [INCI];FEMA 2180;DTXSID40884422;CHEBI:171755;XDEGQMQKHFPBEW-YVMONPNESA-N;Isobutyl (Z)-2-Methyl-2-butenoate;LMFA07010916;MFCD00063646;Isobutyl (2Z)-2-methyl-2-butenoate;AKOS025295741;2-Methylisocrotonic Acid Isobutyl Ester;BS-23581;A1127;CS-0207485;(Z)-2-Methyl-2-butenoic Acid Isobutyl Ester;2-Butenoic acid, 2-methyl-, 2-methylpropyl ester;Q27268651;ETHYL(2Z)-[3-(2-BROMOETHYL)-4-OXO-1,3-THIAZOLIDIN-2-YLIDENE]ACETATE

Chemical Property of Isobutyl angelate

Chemical Property:

• Vapor Pressure: 0.617mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 176-177 °C(lit.)
• Flash Point: 140 °F
• PSA: 26.30000
• Density: 0.877 g/mL at 25 °C(lit.)
• LogP: 2.15180
• Solubility.: almost transparency in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isobutyl Angelate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C(=O)OCC(C)C
• Isomeric SMILES: C/C=C(/C)\C(=O)OCC(C)C
• Description: Isobutyl angelate has a faint, pleasant, chamomile-like odor and flavor. May be synthesized by esterification of isobutyl alcohol with angelic acid.
• Uses: Isobutyl Angelate is found in Achillea ligustica Asteraceae essential oils which is an antimicrobial against oral microorganisms.

Technology Process of Isobutyl angelate

There total 2 articles about Isobutyl angelate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Angelic acid (565-63-9) + 2-methyl-propan-1-ol (78-83-1) → isobutyl (Z)-2-methylbut-2-enoate (7779-81-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1080/14786419.2020.1839462

Reference yield:

Isobutyl iodide (513-38-2) → isobutyl (Z)-2-methylbut-2-enoate (7779-81-9)

Guidance literature:

Reference yield: 88.0%

isobutyl (Z)-2-methylbut-2-enoate (7779-81-9) → Angelic acid (565-63-9)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; water; for 4h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201403622

upstream raw materials:

Isobutyl iodide

Angelic acid

2-methyl-propan-1-ol

Downstream raw materials:

(2S,3R)-α-methylthreonine

Angelic acid

benzyl (Z)-2-methylbut-2-enoate

Refernces